Letter from Lord Randolph Churchill to [Jennie Jerome, later Lady Randolph Churchill] saying that he wonders why he has not received a reply from her; that he has written to [John, 7th Duke of Marlborough] telling him that he wants to marry her and will come to Cowes [Isle of Wight] when he has received a reply. He writes of his worry that she will be influenced by others' bad opinions of him and includes a poem about love.

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to [Jennie Jerome, later Lady Randolph Churchill] in which he says that he is "much too low at being away from you" to go to a play with the Standishes; that he hopes that her father [Lenard Jerome] will agree [to their engagement]; and that he wears a locket containing her photograph and hair.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he suggests that she should persuade her mother [Clara Jerome] to let her write to him more often; that Albert Edward, Prince of Wales and Alexandra, Princess of Wales have spoken of how much they liked her; and that he is waiting for her father's [Leonard Jerome] response [concerning their proposed engagement].

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he says that he will not be able to come to Cowes [Isle of Wight] until her father's [Leonard Jerome's] answer [concerning their engagement] has arrived. He speaks of his feelings for her which he thinks would be described as "quite out of date in this practical 19th century" and adds that the pug is in "small health".

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] concerning arrangements to meet her [in London] with her mother's [Clara Jerome's] permission. He comments that their one-sided correspondence is "disheartening" and on the long wait for her father's [Leonard Jerome's] response [concerning their engagement].

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he says that he is looking forward to seeing her in London. He describes his pain at her not being allowed to write to him; informs her that his parents [John, 7th Duke of Marlborough and Frances, Duchess of Marlborough] have consented to their engagement; and speculates on her father's [Leonard Jerome's] response.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he describes a party at Blenheim for an agricultural dinner; refers to the bracelet which he has given to her as "binding you to me irrevocably"; and describes his happiness that her mother [Clara Jerome] has agreed to let her write to him.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] replying to a letter from her which has hurt him by suggesting that he has changed since [they met at] Cowes [Isle of Wight]. He says that he was mistaken in her; that he presumes that she viewed their affair only as amusement at Cowes; includes a short poem; and asks her to reassure him that she did not mean what she wrote.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he says that he might answer her questions when they are married and that he has decided not to write to her father [Leonard Jerome] until he knows whether the latter approves of him.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jerome, later Lady Randolph Churchill] including: his father's [John, 7th Duke of Marlborough's] insistence that they should wait a year before they get married and hopes for Randolph's parliamentary career; speculations on a future dissolution of parliament; and his intention to tell his father that "his beastly old borough [Woodstock, Oxfordshire] can go to the devil".

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] including a report of an interview with his father [John, 7th Duke of Marlborough] in which his father had stipulated that they must provide proof of their feelings by waiting before marrying, and the news that his pet pug dog has died.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he urges her to write and inform him of her father's [Leonard Jerome's] response [concerning their engagement] and discusses a large party at Blenheim, which Albert Edward, Prince of Wales will attend.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he describes his journey away from Cowes [Isle of Wight], and promises to write to her mother [Clara Jerome] concerning his "position, prospects & means".

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] including: his future journey to Paris [France] to see her; his joy at her father's [Leonard Jerome's] consent to their marriage; his duties as a magistrate at Woodstock [Oxfordshire]; Albert Edward, Prince of Wales' interest in them and Randolph's future visit to Paris.

Letter from Lord Randolph Churchill (Blenheim Palace) to [Jennie Jerome, later Lady Randolph Churchill] in which he reproaches her for not writing to him.

Letter from Lord Randolph Churchill (Biskra [Algeria]) to Jennie [Lady Randolph Churchill] including: a description of the unpleasant weather conditions and the D'Alsace party; a request that she should not go to any parties given by [Robert, 3rd Lord] Salisbury commenting "you w[ou]ld make y[ou]rself much too cheap"; and a reproach for forgetting to send him a copy of the leading article in the Times each day.

Letter from Lord Randolph Churchill (2 Connaught Place [London]) to [Lady Randolph Churchill] informing her that he intends to travel to Newmarket [Suffolk] that afternoon, advising her not to spend her money on a new brougham commenting "you seem rather like Winston [WSC] about money", and describing those he has met in London who include "Natty" [1st Lord Rothschild] and [Count Charles Kinsky].

Letter from Lord Randolph Churchill (Ascott, Wing, Leighton Buzzard [Bedfordshire]) to [Lady Randolph Churchill] in which he says that they should not continue "disputing over our respective rights & wrongs" as he had been angry at her "extreme heedlessness". He describes those present at the party, who include [Henry] Chaplin and [Lord] Hartington [later 8th Duke of Devonshire] and his lack of success at the races.

Letter from Lord Randolph Churchill (50 Grosvenor Square [London]) to [Lady Randolph Churchill] reproaching her for deciding not to see him on Friday evening as he had tickets for Henry James' new play.

Letter from Lord Randolph Churchill (St James' Club, Piccadilly [London]) to [Lady Randolph Churchill] discussing the decoration of a house by [William] Whiteley and describing his loneliness without her.

Letter from WSC (Blenheim Palace) to "Mamma" [Lady Randolph Churchill] in which he says that "Clemmie" [Clementine Hozier, later CSC] is "vy happy and beautiful", thanks her for her support "at a critical period in my emotional development"; expresses relief that the [wedding] ceremony is over and that George [Cornwallis-West] had said that "he could wish me no better wife or happier days than he had found in you".